Kailua-Kona Vacation Rentals

145 Kailua-Kona Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Kailua-Kona, Hawaii (Big Island), Hawaii, United States.

Condo:1 Bedroom, 1 Bathroom, Sleeps 2Location:Kailua-Kona, Hawaii, United StatesDescription:The Kona Coast Resort is one of the premier resorts in Kona and this condo fits right in. The condo has been completely remodeled with all new floo...

Condo:1 Bedroom, 1 Bathroom, Sleeps 4Location:Kailua-Kona, Hawaii, United StatesDescription:Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoy...

Home:3 Bedroom, 3.5 Bathroom, Sleeps 6Location:Kailua-Kona, Hawaii, United StatesDescription:Blue Hawaii A Big Island home with amazing ocean views in Kona Hawaii You will not believe the wonderful views from this three bedroom/ three bath...

Condo:2 Bedroom, 2 Bathroom, Sleeps 4Location:Kailua-Kona, Hawaii, United StatesDescription:$119.00 special April 2nd-15th Direct Oceanfront Corner Unit!!! The Keauhou Surf and Racquet Club is a gated community of condominiums. There are...

Condo:2 Bedroom, 2 Bathroom, Sleeps 6Location:Kailua-Kona, Hawaii, United StatesDescription:Elegant yet simple luxury on the ocean in Kona Hawaii. And ONE OF ONLY TWO ACCESSIBLE OCEANFRONT CONDOS ON THE KONA COAST * Incredible Ocean ...

Condo:1 Bedroom, 1 Bathroom, Sleeps 4Location:Kailua-Kona, Hawaii, United StatesDescription:Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are individually and privately owned. The gorgeous 74-unit complex ...

Condo:Studio, 1 Bathroom, Sleeps 2Location:Kailua-Kona, Hawaii, United StatesDescription:This third floor condo has such a beautiful view! Sit on your lanai and sip mai tai's or just hang out to watch the sunset. Great whale watching du...

Condo:2 Bedroom, 2 Bathroom, Sleeps 6Location:Kailua-Kona, Hawaii, United StatesDescription:Kona Coast Resort is one of the most spectacular locations on the Kona Coast. And this is one of the best condos in the complex. Enjoy the ocean v...

Condo:1 Bedroom, 1 Bathroom, Sleeps 4Location:Kailua-Kona, Hawaii, United StatesDescription:Kailua Village is located right in the heart of town. The complex has a nice pool, and is very close to restaurants, shopping, botique shops, and o...

Home:3 Bedroom, 2.5 Bathroom, Sleeps 8Location:Kailua-Kona, Hawaii, United StatesDescription:Ono Hale: Gorgeous Home with pool $269 nightly special March 17th-April 1st! We welcome you to stay at our private luxury home (Ono Hale) in the l...

Condo:3 Bedroom, 2 Bathroom, Sleeps 8Location:Kailua-Kona, Hawaii, United StatesDescription:This estate, located on a private cove features a pool, spa and koi pond and offers the finest in accommodations without having to leave Kona. Th...

Home:2 Bedroom, 2 Bathroom, Sleeps 4Location:Kailua-Kona, Hawaii, United StatesDescription:Kona Sunsets Turtle house, ocean views above Kailua Kona Village This home has so much to offer for couples or families. The ocean views are wha...

Why stay in a vacation rental or villa in Kailua-Kona? One word: relaxation. You'll be far not just from the urban setting of Hilo, but from the bustling Honolulu and Oahu. You'll be far from the maddening tourists on Maui. But you'll be on the Big Island, with lots to see and do. And if you decided to stay in your vacation villa in Kona, you'll be blessed with some of the best weather found anywhere. The weather is so good there that over the centuries, Hawaiian monarchs made this area their home. You can even see a reconstruction of King Kamehameha's beach quarters outside the hotel that bears his name. There's also Hulihe'e Palace, the last home of native Hawaiian Royals before the islands were absorbed into the United States.

Kailua-Kona is a great home base from which to explore the Big Island of Hawaii. You may have to drive a bit, but the scenery is worth it. Plus there are plenty of interesting stops along the way. Drive north and you'll see cowboys as you travel through Waimea. Head south and you'll see coffee plantations and quaint places to stop for lunch and shopping, as well as black sand and green sand beaches. Since you've come all this way, perhaps check out the Kapoho vacation rentals and spend a few days on the easy side of the island before heading back to Kona.

Or, just hang around Kailua-Kona. Mark Twain summed up Kailua best: "We landed at Kailua, a little collection of native grass houses reposing under tall cocoanut trees - the sleepiest, quietest, Sundayest looking place you can imagine. Ye weary ones that are sick of the labor and care, and the bewildering turmoil of the great world, and sigh for a land where ye may fold your tired hands and slumber your lives peacefully away, pack up your carpet sacks and go to Kailua! A week there ought to cure the saddest of you all.”

While you may not find yourself resting in a grass house, you’ll certainly feel as if you don’t have to do anything at all when you’re in Kailua-Kona. But if the urge to get active does overcome you, there’ll be plenty to do. Kailua-Kona offers everything you’d expect from a popular beach community—lots of great shopping, fantastic restaurants, friendly locals, welcoming bars and pubs, fishing, beachcombing, parasailing, surfing and whatever else you might want to do under the warm, Hawaii sun.